2-Chloro-4,5-dimethylpyrimidine → 2-{2-[1-(4,5-Dimethylpyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethanol

HRID 1798832Notes

Reaction equation

HRID 1798832 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[CH:4][N:3]=1.[OH:10][CH2:11][CH2:12][C@H:13]1[CH2:15][C@H:14]1[CH:16]1[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]1>>[CH3:8][C:6]1[C:5]([CH3:9])=[CH:4][N:3]=[C:2]([N:19]2[CH2:20][CH2:21][CH:16]([CH:14]3[CH2:15][CH:13]3[CH2:12][CH2:11][OH:10])[CH2:17][CH2:18]2)[N:7]=1

Participants

3

Reactant 2

HCID 125817842-Chloro-4,5-dimethylpyrimidineHCID 66935269Cis tert-butyl 4-[2-(2-hydroxyethyl)cyclopropyl]piperidine-1-carboxylate

Product 1

HCID 581285362-{2-[1-(4,5-Dimethylpyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethanol

Conditions

Temperature
90 °C

Procedure

The titled compound was prepared from 2-chloro-4,5-dimethylpyrimidine and rac cis-tert-Butyl 4-[2-(2-hydroxyethyl)cyclopropyl]piperidine-1-carboxylate by a procedure analogous to that described in Example 6, step 2, with the exception of reaction temperature and time. The reaction was heated at 90° C. for 2 h.

Workup

  1. customthat described in Example 6, step 2, with the exception of reaction temperature and time

Sources & evidence

ORD record
ord-9ae2aa42e5cd48e8b5f1e39dadf16b13
Source dataset
uspto-grants-2013_01
Patent number
US08343990B2

Reaction notes

Loading…